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2-Amino-3,5-dibromopyrazine

Product Name
2-Amino-3,5-dibromopyrazine
CAS No.
24241-18-7
Chemical Name
2-Amino-3,5-dibromopyrazine
Synonyms
3,5-DIBROMOPYRAZIN-2-AMINE;Amino-3,5-dibromopyrazine;3,5-DIBROMOPYRAZIN-2-YLAMINE;2-Amino-3,5-dibromop;3,5-dibromo-2-aminop;Alprostadil Impurity 16;5-dibromo-2-aminopyrazine;3,5-dibromo-2-Pyrazinamine;2-AMINO-3,5-DIBROMOPYRAZIN;2-AMINO-3,5-DIBROMOPYRAZINE
CBNumber
CB5245202
Molecular Formula
C4H3Br2N3
Formula Weight
252.89
MOL File
24241-18-7.mol
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2-Amino-3,5-dibromopyrazine Property

Melting point:
114-117 °C (lit.)
Boiling point:
294.6±35.0 °C(Predicted)
Density 
2.287±0.06 g/cm3(Predicted)
storage temp. 
Keep in dark place,Inert atmosphere,2-8°C
solubility 
soluble in Methanol
pka
0.81±0.10(Predicted)
form 
Powder
color 
Yellow to brown
InChI
InChI=1S/C4H3Br2N3/c5-2-1-8-4(7)3(6)9-2/h1H,(H2,7,8)
InChIKey
DTLBKXRFWUERQN-UHFFFAOYSA-N
SMILES
C1(N)=NC=C(Br)N=C1Br
CAS DataBase Reference
24241-18-7(CAS DataBase Reference)
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Safety

Hazard Codes 
Xn,Xi
Risk Statements 
22-37/38-41
Safety Statements 
26-36/39
RIDADR 
UN 2811 6.1/PG 3
WGK Germany 
3
HazardClass 
6.1
PackingGroup 
III
HS Code 
29339900
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H301Toxic if swalloed

H315Causes skin irritation

H318Causes serious eye damage

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
494364
Product name
2-Amino-3,5-dibromopyrazine
Purity
97%
Packaging
1g
Price
$33.9
Updated
2023/06/20
TCI Chemical
Product number
A1806
Product name
2-Amino-3,5-dibromopyrazine
Purity
>98.0%(GC)
Packaging
1g
Price
$27
Updated
2025/07/31
TCI Chemical
Product number
A1806
Product name
2-Amino-3,5-dibromopyrazine
Purity
>98.0%(GC)
Packaging
5g
Price
$82
Updated
2025/07/31
TRC
Product number
A604635
Product name
2-Amino-3,5-dibromopyrazine
Packaging
25g
Price
$1100
Updated
2021/12/16
AK Scientific
Product number
J93785
Product name
2-Amino-3,5-dibromopyrazine
Packaging
5g
Price
$10
Updated
2021/12/16
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2-Amino-3,5-dibromopyrazine Chemical Properties,Usage,Production

Chemical Properties

white to light yellow crystal powde

Uses

2-Amino-3,5-dibromopyrazine is used in the preparation of conjugated polymers for neurotoxin detection. 2-Amino-3,5-dibromopyrazine is an intermediate in the preparation of rho kinase (ROCK) inhibitor s.

Uses

2-Amino-3,5-dibromopyrazine may be used in the synthesis of:

  • 2-amino-5-bromopyrazin-3-thiol
  • 2-amino-3,5-bis(p-methoxyphenyl)-1,4-pyrazine
  • 3,7-dihydroimidazo[1,2a]pyrazine-3-ones

General Description

2-Amino-3,5-dibromopyrazine can be synthesized from 2-aminopyrazine via bromination using N-bromosuccinimide (NBS). It reacts with sodium dicyanocuprate to form a mixture of mono and dicyanation products. The formation of 2-aminothiazolopyrazines by reacting 2-amino-3,5-dibromopyrazine with isothiocyanates has been reported.

Synthesis

5049-61-6

24241-18-7

The general procedure for the synthesis of 2-amino-3,5-dibromopyrazine from 2-aminopyrazine was as follows: 2-aminopyrazine (9.5 g, 100 mmol) was added to a reaction flask containing glacial acetic acid (70 mL) and heated on a steam bath until completely dissolved. Subsequently, sodium acetate trihydrate (33 g, 243 mmol) was added and constant stirring was maintained. The reaction mixture was cooled in an ice-salt bath at -5°C and bromine (16 mL) was added slowly and dropwise over a period of 4 hours (note: rapid addition of bromine may result in uncontrolled reaction and pose a safety hazard). After the dropwise addition was completed, stirring was continued in the ice bath for 2 hours, then moved to room temperature and stirred for 24 hours. Upon completion of the reaction, the mixture was poured into ice (50 g) and neutralized by adjusting to pH 8 with concentrated ammonia. The crude product was collected by filtration and recrystallized from methanol (with the addition of Norit activated charcoal) to give the final 2-amino-3,5-dibromopyrazine in colorless needles (16.8 g, 66% yield) with a melting point of 113-114 °C (literature value: 114-115 °C).

References

[1] ACS Medicinal Chemistry Letters, 2017, vol. 8, # 9, p. 981 - 986
[2] Journal of Organic Chemistry, 1983, vol. 48, # 7, p. 1064 - 1069
[3] RSC Advances, 2015, vol. 5, # 47, p. 37887 - 37895
[4] RSC Advances, 2018, vol. 8, # 18, p. 9707 - 9717
[5] Bioorganic and Medicinal Chemistry, 2001, vol. 9, # 5, p. 1149 - 1154

2-Amino-3,5-dibromopyrazine Preparation Products And Raw materials

Raw materials

Preparation Products

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2-Amino-3,5-dibromopyrazine Suppliers

Americas 1 Canada 2 China 433 Czech Republic 1 Europe 1 Germany 2 Hungary 1 India 27 Japan 4 Poland 2 Russia 1 Slovakia 1 Sweden 2 Switzerland 2 United Kingdom 14 United States 41 Global 535
Ramidus AB
Tel
--
Fax
--
Email
info@ramidus.se
Country
Sweden
ProdList
155
Advantage
50
Ramidus AB
Tel
--
Fax
--
Email
hans.holmberg@synthelec.se
Country
Sweden
ProdList
1103
Advantage
30
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View Lastest Price from 2-Amino-3,5-dibromopyrazine manufacturers

Henan Aochuang Chemical Co.,Ltd.
Product
2-Amino-3,5-dibromopyrazine 24241-18-7
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
1Ton
Release date
2022-10-08
S&Y Biochem Co.,Ltd
Product
2-Amino-3,5-dibromopyrazine 24241-18-7
Price
US $1.00/kg
Min. Order
1kg
Purity
99
Supply Ability
1000
Release date
2024-08-01
Henan Fengda Chemical Co., Ltd
Product
2-Amino-3,5-dibromopyrazine 24241-18-7
Price
US $5.00-0.10/KG
Min. Order
1KG
Purity
98%
Supply Ability
g-kg-tons, free sample is available
Release date
2024-04-10

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